Fmoc-l-indoline-2-carboxylic acid

Base Information

• Chemical Name: Fmoc-l-indoline-2-carboxylic acid
• CAS No.: 198560-38-2
• Molecular Formula: C₂₄H₁₉NO₄
• Molecular Weight: 385.419
• Hs Code.: 2933990090
• European Community (EC) Number: 857-396-0
• Mol file: 198560-38-2.mol

Synonyms:fmoc-l-indoline-2-carboxylic acid;198560-38-2;(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)indoline-2-carboxylic acid;N-Fmoc-(S)-indoline-2-carboxylic acid;Fmoc-Idc(2)-OH;MFCD00273469;ZB0980;AKOS030212477;AS-74130;CS-0449567;EN300-81313;E70538;(S)-N-alpha-(9-Fluorenylmethyloxycarbonyl)-2-indolinecarboxylic acid;(2S)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2,3-dihydro-1H-indole-2-carboxylate;(2S)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2,3-dihydro-1H-indole-2-carboxylic acid;(S)-N-alpha-(9-fluorenylmethyloxycarbonyl)-2-indolinecarboxylic acid, AldrichCPR

Chemical Property of Fmoc-l-indoline-2-carboxylic acid

Chemical Property:

• Boiling Point: 609.8±54.0 °C(Predicted)
• PKA: 3.83±0.20(Predicted)
• PSA: 66.84000
• Density: 1.358±0.06 g/cm3(Predicted)
• LogP: 4.51640
• Storage Temp.: Store at 0°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 385.13140809
• Heavy Atom Count: 29
• Complexity: 614

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-L-indoline-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N(C2=CC=CC=C21)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O
• Isomeric SMILES: C1[C@H](N(C2=CC=CC=C21)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O

Technology Process of Fmoc-l-indoline-2-carboxylic acid

There total 5 articles about Fmoc-l-indoline-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0) → (R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)indoline-2-carboxylic acid (198560-38-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 2h;

DOI:10.1002/cmdc.202100684

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + indolin-2-yl carboxylic acid (16851-56-2,78348-24-0) → 2,3-dihydro-indole-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (264273-07-6,198560-38-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 0 - 20 ℃; for 2h;

DOI:10.1021/jm049906w

Reference yield:

Indole-2-carboxylic acid (1477-50-5,1228050-17-6) → 2,3-dihydro-indole-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (264273-07-6,198560-38-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / H₂SO₄ / 6 h / Heating

2: 74 percent / Mg; MeOH / 20 °C

3: aq. KOH / methanol / 20 °C

4: 422 mg / aq. Na₂CO₃ / dioxane / 2 h / 0 - 20 °C

With methanol; potassium hydroxide; sulfuric acid; sodium carbonate; magnesium; In 1,4-dioxane; methanol;

DOI:10.1021/jm049906w

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

indolin-2-yl carboxylic acid

Indole-2-carboxylic acid

indole-2-carboxylic acid methyl ester

Refernces

• 1、 J?rgensen, Malene R.,Olsen, Christian A.,Mellor, Ian R.,Usherwood, Peter N. R.,Witt, Matthias,Franzyk, Henrik,Jaroszewski, Jerzy W.. "The effects of conformational constraints and steric bulk in the amino acid moiety of philanthotoxins on AMPAR antagonism". . p. 56 - 70. Retrieved 2007/10/03.